
Vacation rentals with breakfast in South Side
Find and book unique breakfast rentals on Airbnb
Top-rated breakfast rentals in South Side
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for South Side breakfast rentals
House rentals with breakfast

Historic mini mansion!

Modern 3BR w/ Fenced Yard | LCP Collection

Huge 2 Story Home/7miles from Downtown Chicago!

West Loop Retreat: High-End, Walk to Everything

Cozy 4-Bedroom House with Patio

“Aunt Betty’s Cottage” whimsical enclosed yard

Laurna Dune

The Ivy 1 minute walk to Wrigley Field
Apartment rentals with breakfast

Comfy Solar & Green 2BR Near Hot Hyde Park!

A Vintage Pink House in the Heart of Chicago

Cozy Garden-Subterranean Apartment

Bronzeville Bohemian Loft

New Build in Pilsen! Spacious 2 Bed 2 Bath Unit

Heart of Wicker Park! Location. Walk to Everything

Easy, Cool, safe place to stay.

Ashland Ice Cream House
Bed and breakfast rentals with breakfast

Historic campus U of C Prof. mansion, top location

Bright Room with a Garden View

#7 Historic Chicago Home - Bunk Bedroom(Twin&Full)

Urban Oasis Pilsen - guest room in townhouse

Cloudgate Room, minutes to O'Hare in Safest Area

Chicago River Room near USMLE

Classy and Cozy home in Evanston

Lovely UofC Prof mansion great on campus location
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Downtown Chicago Vacation rentals
- Platteville Vacation rentals
- St. Louis Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Southern Indiana Vacation rentals
- Cincinnati Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Rentals with an EV charger South Side
- Condo rentals South Side
- House rentals South Side
- Fitness-friendly rentals South Side
- Bed and breakfasts South Side
- Rentals with a patio South Side
- Rentals with beach access South Side
- Private suite rentals South Side
- Family-friendly rentals South Side
- Rentals with a hot tub South Side
- Apartment rentals South Side
- Pet-friendly rentals South Side
- Rentals with a washer and dryer South Side
- Townhouse rentals South Side
- Rentals with lake access South Side
- Smoking-friendly rentals South Side
- Rentals with a fire pit South Side
- Waterfront rentals South Side
- Rentals with outdoor seating South Side
- Rentals with a fireplace South Side
- Rentals with pools South Side
- Rentals with breakfast Chicago
- Rentals with breakfast Cook County
- Rentals with breakfast Illinois
- Rentals with breakfast United States
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- The Field Museum
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Illinois Beach State Park
- Washington Park Zoo
- Museum of Science and Industry
- Brookfield Zoo
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark
- The 606
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes